During the quarterfinal match, Singh made an early lead against Ukraine's Andriy Fedchuk; however, he failed to evade a punch in the last round until Fedchuk drew a sudden death point to end the match.

As a result, the judges made a decision to break a deadlock and earned a score of 60–42 to the Ukrainian boxer; therefore, Singh did not advance into the semi-final match.

[2] Gurucharan Singh was last employed as a Naik Subedar in the 17 Sikh Battalion in the Indian Army.

1996 (as a light heavyweight boxer) 2000 (as a light heavyweight boxer) After his disappointing loss in the Olympics semifinal to Andriy Fedchuk, which Gurucharan still believes was an unfair result against him due to a sudden death point, 6 months after the Olympic loss while he was training in Czech at a boxing camp he left without informing anyone,[3] only after a while it was realized that he migrated to USA.

He was nicknamed Guru "The Storm" Nagra and had unbeatable run for record 20 straight fights with 11 KO/TKO's before he was stopped in the 10th round by Timur Ibragimov in 2010.